CHEBI:194543 - β-D-Galp-(1→3)-[α-L-Fucp-(1→4)]-β-D-GlcpNAc-(1→3)-β-D-Galp-(1→4)-[α-L-Fucp-(1→3)]-D-GlcpNAc

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name β-D-Galp-(1→3)-[α-L-Fucp-(1→4)]-β-D-GlcpNAc-(1→3)-β-D-Galp-(1→4)-[α-L-Fucp-(1→3)]-D-GlcpNAc
ChEBI ID CHEBI:194543
ChEBI ASCII Name beta-D-Galp-(1->3)-[alpha-L-Fucp-(1->4)]-beta-D-GlcpNAc-(1->3)-beta-D-Galp-(1->4)-[alpha-L-Fucp-(1->3)]-D-GlcpNAc
Definition A branched amino hexasaccharide, denoted LeaLex, consisting of a tetrasaccharide backbone of β-D-galactosyl, N-acetyl-β-D-glucosaminyl, β-D-galactosyl and D-glucosamine residues linked glycosidically in a (1→3), (1→3), (1→4) sequence, the N-acetyl-β-D-glucosaminyl and reducing-end N-acetyl-D-glucosamine residues of which also carry α-L-fucosyl residues via (1→4) and (1→3) glycosidic linkages respectively. The mouse anti-Lea monoclonal antibody SPM 522 has been reported to bind to LeaLex better than to Lea alone.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C40H68N2O29
Net Charge 0
Average Mass 1040.969
Monoisotopic Mass 1040.39077
InChI InChI=1S/C40H68N2O29/c1-9-19(49)23(53)26(56)37(61-9)67-31-16(8-46)66-36(18(42-12(4)48)33(31)70-39-28(58)25(55)21(51)13(5-43)64-39)71-34-22(52)14(6-44)65-40(29(34)59)68-30-15(7-45)63-35(60)17(41-11(3)47)32(30)69-38-27(57)24(54)20(50)10(2)62-38/h9-10,13-40,43-46,49-60H,5-8H2,1-4H3,(H,41,47)(H,42,48)/t9-,10-,13+,14+,15+,16+,17+,18+,19+,20+,21-,22-,23+,24+,25-,26-,27-,28+,29+,30+,31+,32+,33+,34-,35?,36-,37-,38-,39-,40-/m0/s1
InChIKey INKDLTCTMPDPQN-FBBUEEAYSA-N
SMILES C[C@@H]1O[C@@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@H]3[C@@H](O)[C@@H](CO)O[C@@H](O[C@@H]4[C@@H](CO)OC(O)[C@H](NC(C)=O)[C@H]4O[C@@H]4O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]4O)[C@@H]3O)[C@H](NC(C)=O)[C@H]2O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@@H]1O
Roles Classification
Biological Role(s): tumour antigen
An antigenic substance produced in tumour cells, which triggers an immune response in the host.
(via beta-D-Galp-(1->3)-[alpha-L-Fucp-(1->4)]-beta-D-GlcpNAc-(1->3)-beta-D-Galp-(1->4)-[alpha-L-Fucp-(1->3)]-D-GlcpNAc )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing β-D-Galp-(1→3)-[α-L-Fucp-(1→4)]-β-D-GlcpNAc-(1→3)-β-D-Galp-(1→4)-[α-L-Fucp-(1→3)]-D-GlcpNAc (CHEBI:194543) has functional parent α-L-Fucp-(1→3)-[β-D-Galp-(1→4)]-β-D-GlcpNAc (CHEBI:59294)
β-D-Galp-(1→3)-[α-L-Fucp-(1→4)]-β-D-GlcpNAc-(1→3)-β-D-Galp-(1→4)-[α-L-Fucp-(1→3)]-D-GlcpNAc (CHEBI:194543) has functional parent β-D-galactosyl-(1→3)-[α-L-fucosyl-(1→4)]-N-acetyl-β-D-glucosaminide (CHEBI:140304)
β-D-Galp-(1→3)-[α-L-Fucp-(1→4)]-β-D-GlcpNAc-(1→3)-β-D-Galp-(1→4)-[α-L-Fucp-(1→3)]-D-GlcpNAc (CHEBI:194543) has role tumour antigen (CHEBI:144829)
β-D-Galp-(1→3)-[α-L-Fucp-(1→4)]-β-D-GlcpNAc-(1→3)-β-D-Galp-(1→4)-[α-L-Fucp-(1→3)]-D-GlcpNAc (CHEBI:194543) is a amino hexasaccharide (CHEBI:61855)
IUPAC Name
6-deoxy-α-L-galactopyranosyl-(1→3)-[6-deoxy-α-L-galactopyranosyl-(1→4)-[β-D-galactopyranosyl-(1→3)]-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→3)-β-D-galactopyranosyl-(1→4)]-2-acetamido-2-deoxy-D-glucopyranose
Synonyms Sources
α-L-fucosyl-(1→3)-[α-L-fucosyl-(1→4)-[β-D-galactosyl-(1→3)]-N-acetyl-β-D-glucosaminyl-(1→3)-β-D-galactosyl-(1→4)]-N-acetyl-β-D-glucosamine ChEBI
β-D-Gal-(1→3)-[α-L-Fuc-(1→4)]-β-D-GlcNAc-(1→3)-β-D-Gal-(1→4)-[α-L-Fuc-(1→3)]-D-GlcNAc ChEBI
β-D-galactosyl-(1→3)-[α-L-fucosyl-(1→4)]-N-acetyl-β-D-glucosaminyl-(1→3)-β-D-galactosyl-(1→4)-[α-L-fucosyl-(1→3)]-N-acetyl-D-glucosamine ChEBI
Galβ1-3(Fucα1-4)GlcNAcβ1-3Galβ1-4(Fucα1-3)GlcNAc IUPAC
LeaLex ChEBI
LeaLex hexasaccharide ChEBI
Citation Waiting for Citations Type Source
35078031 PubMed citation Europe PMC
Last Modified
31 March 2023